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- Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple SchoolOpens in a new window or tabBrand New$27.88Buy It Now+$9.45 deliveryFree returnsTop Rated Plus
- Vineyard Vines Club Shorts Boys Size 16 Pockets Logo EUC Royal BlueOpens in a new window or tabPre-Owned$18.88or Best Offer+$9.45 deliveryFree returns
- Polo Ralph Lauren All Over Pony Striped Shorts Boy's 16 Blue White Chino PreppyOpens in a new window or tabPre-Owned$11.96Was: $14.9520% offor Best Offer+$6.95 delivery
- Polo Ralph Lauren Shorts Boys 16 Cargo Khaki 28” Waist Classic Chino Tan PreppyOpens in a new window or tabPre-Owned$8.09Was: $8.9910% offor Best Offer+$7.99 deliveryFree returns
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.88or Best Offer+$6.45 delivery
- Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts LogoOpens in a new window or tabPre-Owned$16.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Janie And Jack Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.84 deliveryBenefits charity
- Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts StretchOpens in a new window or tabBrand New$19.95Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- Vineyard Vines Nantucket Red Youth Boys Size 16 ShortsOpens in a new window or tabPre-Owned$12.00or Best Offer+$7.95 delivery
- Janie and Jack White Shorts Size - 4 - Adjustable WaistOpens in a new window or tabPre-Owned$11.99Buy It Now+$4.71 delivery
- Vineyard Vines Black Watch Breaker Shorts Sz 16 Adjustable Waist Blue/Grn PlaidOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.80 delivery
- Cambridge Classics Boys Shorts Size 4 Black School Preppy Chino Flat FrontOpens in a new window or tabPre-Owned$2.69Was: $8.9570% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Break Shorts Stretch Navy sz 16 READ Classic Preppy NeutralOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
- Polo Ralph Lauren Shorts RL 4T Boys Size Tan Cargo y2k tan great conditionOpens in a new window or tabPre-Owned$16.00or Best Offer+$7.00 delivery in 2-4 days
- J Crew Boys Chino Shorts Bleecker Size 16 Khaki Straight Stretch Cotton CasualOpens in a new window or tabBrand New$34.99or Best Offer+$5.80 delivery
- VTG Ralph Lauren Stretch Classic Class 2 Chino Girls Khaki Shorts Youth Size 16Opens in a new window or tabPre-Owned$31.49Was: $34.9910% offor Best Offer+$16.65 deliveryExtra 25% off with coupon
- Nautica Madras Patchwork Plaid Boys Bermuda Shorts Size 16 EUCOpens in a new window or tabPre-Owned$17.56Was: $19.9512% offBuy It Now+$8.71 delivery
- Tommy Hilfiger Shorts Youth Boys Size 16 Blue Check Seersucker Chino 100% CottonOpens in a new window or tabPre-Owned$15.29Was: $16.9910% offor Best Offer+$6.45 deliveryFree returnsTop Rated Plus
- Ralph Lauren Polo Boys Coral Mid-Rise Preppy Y2K 100% Cotton Shorts Size 16Opens in a new window or tabPre-Owned$15.47or Best Offer+$11.00 delivery
- Polo Ralph Lauren Shorts RL 1967 Boys Size 16 White Cargo Rip Stop MilitaryOpens in a new window or tabPre-Owned$11.89Was: $13.9915% offor Best Offer+$6.99 delivery
- Old Navy Boys Shorts Size XXL 18 Gray Blue Sharks Pull On Elastic DrawstringOpens in a new window or tabPre-Owned$12.34Was: $12.995% offor Best Offer+$4.99 delivery
- Vineyard Vines by Shep & Ian Boys Coral Shorts Size 16 Adjustable WaisteOpens in a new window or tabPre-Owned$12.00or Best Offer+$6.30 delivery
- NEW POLO RALPH LAUREN CHAMBRAY PREPPY COTTON SHORTS BOYS SZ 16Opens in a new window or tabBrand New$30.00or Best Offer+$4.00 delivery
- Vineyard Vines Shorts Boys 16 Blue Breaker Flat Front Chino Khaki Preppy CasualOpens in a new window or tabPre-Owned$25.00or Best Offer+$8.19 delivery
- Vineyard Vines LACROSSE STICK EMBROIDERED Shorts Boys 16 Light Blue NWTOpens in a new window or tabBrand New$45.00Buy It NowFree delivery
- Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue BeltOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.25 delivery
- Janie & Jack Boys Navy Stripe Shorts Size 4 Adjustable WaistOpens in a new window or tabPre-Owned$12.00Buy It Now+$4.71 delivery
- Polo Ralph Lauren Boys Shorts 4T Seersucker Striped Blue & White, Nautical FlagsOpens in a new window or tabPre-Owned$14.00or Best Offer+$8.71 delivery
- J Crew Boys Crewcuts Re-Imagined Shorts Sz 16 Adj Waist Greige Pockets Golf FishOpens in a new window or tabPre-Owned$17.00Buy It Now+$5.80 deliveryFree returnsLast oneTop Rated Plus
- Vineyard Vines Blue Whale Breaker Shorts sz 16 Embroidery Beach Ocean PocketsOpens in a new window or tabPre-Owned$30.00or Best Offer+$6.55 deliveryFree returns
- Polo RALPH LAUREN Boys 16 NAVY Blue Chino SHORTS Classic Fit Belt Coin PocketOpens in a new window or tabBrand New$44.44or Best OfferFree delivery
- Vineyard Vines Shep & Ian Size 16 Breaker Shorts Preppy 100% Cotton Sailors RedOpens in a new window or tabPre-Owned$11.25or Best Offer+$13.10 delivery
- Polo Ralph Lauren Boys Size 16 Blue And White Striped Seersucker Chino ShortsOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Plaid Cotton Twill Breaker Shorts with Adjustable Waist 16Opens in a new window or tabNew (Other)$18.00or Best Offer+$4.71 delivery
- Vineyard Vines Whale Embroidered Bermuda Shorts Boys Sz 16 Navy Chino Flat FrontOpens in a new window or tabPre-Owned$17.77Buy It Now+$5.50 delivery
- Vineyard Vines Shorts Boy 16 Pink Performance Quick Dry Stretch GolfOpens in a new window or tabPre-Owned$19.50or Best OfferFree delivery
- Janie And Jack Boys Classic Preppy Navy Blue Sailboat Shorts Size 4Opens in a new window or tabPre-Owned$14.99or Best Offer+$5.99 delivery
- Vineyard Vines Boys Sherbet Green Shorts 10.75" Inseam NEWOpens in a new window or tabNew (Other)$12.99or Best Offer+$6.00 delivery
- NWT $49 Lucky Brand Classic Straight Stretch Big Boys Denim Shorts Hermosa sz 16Opens in a new window or tabBrand New$19.00or Best Offer+$8.00 delivery
- Vineyard Vines Boys 16 Lacrosse Embroidered Shorts Light Blue NWOTOpens in a new window or tabNew (Other)$40.00Buy It Now+$6.55 delivery
- JANIE & JACK Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$15.00or Best Offer+$14.10 delivery
- Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4TOpens in a new window or tabBrand New$21.13Was: $22.978% offBuy It NowFree delivery
